methyl 5,7-dihydroxy-2-methyl-1-oxoisoindoline-4-carboxylate | 1345097-63-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 5,7-dihydroxy-2-methyl-1-oxoisoindoline-4-carboxylate
• 英文别名: methyl 5,7-dihydroxy-2-methyl-1-oxo-3H-isoindole-4-carboxylate
• CAS: 1345097-63-3
• 化学式: C₁₁H₁₁NO₅
• 分子量: 237.212
• InChiKey: CACULJYACMOONQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 7-hydroxy-2,2-dimethyl-5-((N-methyl-2-(trimethylsilyl)ethylsulfonamido)methyl)-4-oxo-4H-benzo[d][1,3]dioxine-6-carboxylate 在 四丁基氟化铵 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 生成 methyl 5,7-dihydroxy-2-methyl-1-oxoisoindoline-4-carboxylate
  参考文献：
  名称：

  Biomimetic synthetic studies on lactonamycin: an expedient synthesis of dihydroxy-isoindolinone-carboxylates

  摘要：

  The synthesis of dihydroxy-isoindolinone-carboxylates from a dioxinone keto-ester and N-protected sarcosine without the use of phenolic protection is described. Base-induced aromatization of the dioxinone diketo-ester followed by lactamization furnished the desired dihydroxy-isoindolinone moiety, which could be used as an EF-ring precursor toward the synthesis of lactonamycin. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.173

文献信息

• Biomimetic synthetic studies on lactonamycin: an expedient synthesis of dihydroxy-isoindolinone-carboxylates
  作者：Sylvain A. Jacques、Bhavesh H. Patel、Anthony G.M. Barrett

  DOI：10.1016/j.tetlet.2011.08.173

  日期：2011.11

  The synthesis of dihydroxy-isoindolinone-carboxylates from a dioxinone keto-ester and N-protected sarcosine without the use of phenolic protection is described. Base-induced aromatization of the dioxinone diketo-ester followed by lactamization furnished the desired dihydroxy-isoindolinone moiety, which could be used as an EF-ring precursor toward the synthesis of lactonamycin. (C) 2011 Elsevier Ltd. All rights reserved.